Are you always doing too much yourself? Do you struggle to let go, even when you know you should? In this episode of the Squiggly Careers Podcast, Helen and Sarah explore why so many of us don’t delegate—and what we can do differently to delegate with clarity, confidence, and collaboration. Learn how to avoid the 4 common delegation mistakes and how to give people space without leaving them stuck.

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⏱️ Timestamps

00:00 Welcome to The Squiggly Careers Podcast

00:48 Why You Don’t Delegate (Even When You Should)

12:55 4 Don'ts Of Delegation (And What To Do Instead)

13:15 Don’t Delegate the How

16:52 Don’t Delegate and Disappear

22:41 Don’t Do It for Them

25:06 Hybrid Approaches to Teaching & Delegating

26:25 Don’t Expect It Done Your Way

28:00 Letting Go of “Your Way” and Embracing Other Styles

🎯 What You’ll Learn

- Why delegation feels uncomfortable for even experienced leaders

- 4 delegation mistakes to avoid & what to do instead

- How to give people freedom without micromanaging

- The power of clear outcomes, expectations, and trust

For questions about Squiggly Careers or to share feedback, please email helenandsarah@squigglycareers.com

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📩 Download our free careers tools https://www.amazingif.com/toolkit/

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📮 Sign up for Squiggly Careers in Action, a weekly summary of the latest squiggly career tools: https://bit.ly/SquigglyCareersInAction

📚 Read our books ‘The Squiggly Career’ and ‘You Coach You’ www.amazingif.com/books/ http://www.amazingif.com/books/

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Malcolm-Jamal Warner–I'm Way More Than Theo